Nitrochlor polyphenyl compound and process of making same



UNITED STATES OFFIQE NITROCHLOR POLYPHENYL COMPOUND AND PROCESS OFMAKING SAME Frank M. Clark, Pittsfield, Mass, assignor to GeneralElectric Company, a corporation of New York No Drawing. ApplicationOctober 27, 1933, Serial No. 695,508

6 Claims. (Cl. 260-142) The present invention comprises new compo- C., aspecific gravity of 1.58 (referred to water sitions having a combinationof desirable propat 15 C.) and a pour point of plus 56 C., was ertiesand particularly a high dielectric constant obtained. This materialpossesses a dielectric rendering them especially suitable for dielectricconstant of 8 which is the same as the dielectric use in capacitors andother electrical devices. constant of the composition obtained inExample 5 In my prior U. S. Patent 1,931,455, patented 2. It may beused, however, where material of October 17, 1933, I have describedhalogenated a higher viscosity and a higher pour point than derivativesof diphenyl which are suitable for the composition obtained in thesecond example dielectric purposes, and which consist of a mixisdesired.

10 ture of various isomers of such halogenated com- The compositionsdescribed above are all non- 10 pounds. sludging. The resistivity of thecompositions I have discovered that compounds having even varies withtheir degree of purity. The compohigher dielectric constant can beproduced by sitions without special purification have a reintroducing anitro group into such compounds, sistivity 0f 25 X 109 s D CentimeterCubed for example, by suitable treatment with nitric which makes themadaptable for use as dielec- 15 acid. tric material.

The following example will serve to illustrate The nitro-chlorderivatives of other pholyphesuitable compositions containing both thechlonyl compounds, such for example as diphenyl rine and nitro groupsuitable for use as dielecoxide, diphenyl methane, dibenzyl and diphenyltrio material: ketone, possess high dielectric constants and are 20Examplel suitable. for use in capacitors and other electrical apparatuswhere a composition of this type is 800 grams of the pentachlor diphenylproduct desired. It will be understood by those skilled descibed inPatent 1,931,455 was heated and agiin the art that other halogens suchas bromine, tated for about two hours with 1100 grams of fluorine andthe like, may be substituted for concentrated nitric acid and 1600 gramsof conchlorine in the nitrochlQ p yp y W t centrated sulphuric acidbetween 100 and 110 C, departing from the scope of my invention.

A semi-resinous viscous product resulted, which What I claim as new anddesire to secure by may be washed with water, aqueous caustic, andLetters Patent of the United States is: dried. It has a viscosity of 145seconds Saybolt 1. The p c Which Consists in subjecting 3%? at 100 C.,specific gravity of 1.56 (referred to mixture of isomers of halogenatedpolyphenyls water at 15 0.), and a pour point of plus 45 C. with anitrating mixture of nitric and sulphuric It has the unusually highdielectric constant of acids for about two to fifteen hours to areaction '7 at 100 C., 1000 cycles. temperature at which a semi-resinousproduct is obtained. 35

Example 2 2. The process which consists in treating pentachlor diphenylwith concentrated nitric acid and The same amounts of ingredients. takenin Exconcentrated sulphuric acid at a temperature of amplel were heatedfor 6 hours and the product 100 to 110 C. until a semi-resinous compound40 purified. A product with a viscosity of 182secis produced. 7 4O ondsSaybolt at 100 C., a specific gravity of 1.58 3. A compositioncomprising essentially a semi- (referred to water at 15 0.), and a pourpoint resinous polyphenyl compound containing a nitro of plus 53 C., wasobtained. This material had group and a halogenradical, and havinga'pour a dielectric constant of 8 when tested at 100 C., point withinthe range of about to 56 C.

45 1000 cycles. 4. A composition consisting essentially of a45' Example3 semi-resinous viscose nitrochlor diphenyl derivative having aviscosity of about 145 seconds When the same amounts of ingredientsstated Saybolt at 100 C., a specific gravity of 1.56 and 1 in Example 1were heated for 15 hours a product a pour point of about 45 C. having aviscosity of 205 seconds'Saybolt at 5. A dielectric material consistingessentially 50 of semi-resinous nitrochlor diphenyl having a dielectricconstant of about 7 to 8.

6. A dielectric material suitable as a'capacitor impregnant consistingessentially of a semi-resin- 5 ous chlorinated diphenyl compoundcontaining a combined nitro group, having a viscosity within a range ofabout 145 to 205 seconds Saybolt at 100 C., a specific gravity of about1.56 to 1.58, a pour point within a range of about 45 to 56 C., adielectric constant of about 7 to 8 at 100 C., 1000 cycles and aresistivity of about 25 x 10' ohms per 0. m. cubed.

FRANK M. CLARK.

